Intramolecular dearomative 1,4-addition of silyl and germyl radicals to a phenyl moiety.

Autor: Krämer, Felix, Wenzel, Jonas O., Fernández, Israel, Breher, Frank
Předmět:
Zdroj: Dalton Transactions: An International Journal of Inorganic Chemistry; 2/21/2024, Vol. 53 Issue 7, p2917-2921, 5p
Abstrakt: Herein, we present that the radicals [Ph3PC(Me)EMes2]˙ (2Si and 2Ge) can be generated from the α-silylated and α-germylated phosphorus ylides Ph3PC(Me)E(Cl)Mes2 (1Si and 1Ge) through one-electron reduction with Jones' dimer (MesNacNacMg)2 in benzene. Although isolation of the free radicals was not possible, the products of the intramolecular addition of the radicals to a phenyl substituent of the phosphorus moiety, followed by subsequent reaction with 2Si or 2Ge to the isolated species 3Si and 3Ge, respectively, were observed. This transformation witnesses a dearomative 1,4-addition of tetryl radical species to the phenyl scaffold in a stereoselective anti-fashion. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index